64896-27-1

Usage

Uses

Used in Organic Synthesis:
(2R,3R)-(+)-2,3-BUTANEDIOL DI-P-TOSYLATE, 99 is used as a reagent for the protection of hydroxyl groups in organic synthesis. This allows for the selective reaction of other functional groups in a molecule without affecting the hydroxyl groups, which can be crucial for the synthesis of complex organic compounds.
Used in Research and Laboratory Settings:
(2R,3R)-(+)-2,3-BUTANEDIOL DI-P-TOSYLATE, 99 is used in research and laboratory settings for its high purity and consistency in chemical reactions. This makes it an ideal compound for conducting experiments and developing new chemical processes, as well as for the synthesis of other chemical compounds.
Used in Pharmaceutical Industry:
(2R,3R)-(+)-2,3-BUTANEDIOL DI-P-TOSYLATE, 99 is used as a building block in the synthesis of pharmaceutical compounds. Its ability to protect hydroxyl groups and form other chemical compounds makes it a valuable tool in the development of new drugs and medications.
Used in Chemical Industry:
(2R,3R)-(+)-2,3-BUTANEDIOL DI-P-TOSYLATE, 99 is used in the chemical industry for the synthesis of various chemical compounds. Its high purity and reactivity make it a versatile compound for use in the production of a wide range of chemical products.

Upstream product

• 24347-58-8 (R,R)-2,3-butandiol 
• 98-59-9 p-toluenesulfonyl chloride 
• 135638-15-2 <2R-(2α(2R*,3R*),3aα,4α,7α,7aα)>-3-<(Octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-yl)oxy>-2-butanol 
• 6982-25-8 d,l-2,3-butanediol 
• 513-85-9 2,3-dihydroxybutane 

Downstream Products

• 132868-53-2 2S,3S-bisbutane 
• 503-17-3 dimethylacetylene 
• 666-21-7 meso-2,3-difluorobutane 
• 666-21-7 (2S,3S)-2,3-Difluoro-butane 
• 64896-28-2 (2S,3S)-2,3-bis(diphenylphosphino)butane 
• 1117828-55-3 (S,S)-(4-methoxyphenyl)2P-CH(methyl)CH(methyl)-P(4-methoxyphenyl)2 
• 1384476-92-9 (2S,3S)-bis(2-iodo-3-nitrophenoxyl)butane 

Relevant academic research and scientific papers

Enantioselective Palladium-Catalyzed C-H Functionalization of Indoles Using an Axially Chiral 2,2′-Bipyridine Ligand

A palladium-catalyzed enantioselective C-H functionalization of indoles was achieved with an axially chiral 2,2′-bipyridine ligand, thus providing the desired indol-3-acetate derivatives with up to 98 % ee. Moreover, the reaction protocol was also effecti

Enantiomeric recognition of amino acid salts by macrocyclic crown ethers derived from enantiomerically pure 1,8,9,16-tetrahydroxytetraphenylenes

Asymmetric synthesis of (R,R)- and (S,S)-1,8,9,16- tetrahydroxytetraphenylenes was achieved from starting material (2R,3R)-butane-2,3-diol and (2S,3S)-butane-2,3-diol respectively by utilizing a center-to-axis strategy. A series of crown ether compounds 20, 24, and 25 and their corresponding enantiomers derived from chiral tetrahydroxytetraphenylene were synthesized in enantiomerically pure forms. Enantiomeric recognition properties of these hosts toward l- and d-amino acid methyl ester hydrochloride were studied by the UV spectroscopy titration. The tetramer hosts (S,S,S,S,S,S,S,S)-20 and (R,R,R,R,R,R,R,R)-20 exhibited the best enantioselectivities toward l- and d-alanine methyl ester hydrochloride salt with KL/KD = 4.1 and KD/KL = 3.9, respectively. The new chiral macrocyclic hosts would further enrich the host-guest chemistry.

Highly Active and Selective Ethylene Oligomerization Catalyst and Method of Preparing Hexene or Octene Using the Same

This invention relates to a chromium complex compound for selective ethylene oligomerization including a chiral ligand, and to a method of selectively preparing 1-hexene or 1-octene from ethylene using the same.

Ethylene oligomerization catalyst systems having enhanced selectivity

Disclosed herein is a catalyst system for selective oligomerization of ethylene, which comprises a P—C—C—P frame-work ligand, which is (R1)(R2)P—(R5)CHCH(R6)—P(R3)(R4), and a chromium-based metal compound. Also disclosed is a method of greatly enhancing the activity and selectivity of oligomerization, such as trimerization or tetramerization, using a ligand having a specific steric arrangement structure.

ETHYLENE TETRAMERIZATION CATALYST SYSTEMS AND METHOD FOR PREPARING 1-OCTENE USING THE SAME

Disclosed herein is a method of preparing 1-octene at high activity and high selectivity while stably maintaining reaction activity by tetramerizing ethylene using a chromium-based catalyst system comprising a transition metal or a transition metal precursor, a cocatalyst, and a P—C—C—P backbone structure ligand represented by (R1)(R2)P—(R5)CHCH(R6)—P(R3)(R4).

Direct proline-catalyzed asymmetric α-aminoxylation of aldehydes and ketones

The direct proline-catalyzed asymmetric α-aminoxylation of aldehydes and ketones has been developed using nitrosobenzene as an oxygen source, affording α-anilinoxy-aldehydes and -ketones with excellent enantioselectivity. Reaction conditions have been optimized, and low temperature (-20 °C) was found to be a key for the successful α-aminoxylation of aldehydes, while slow addition of nitrosobenzene is essential for that of ketones. The scope of the reaction is presented.

Pheromones, III: A Simple Method to Direct the Reduction of α-Alkoxy-carbonyl Compounds

Enantiomerically pure 1,2-diols bearing optionally syn or anti configurated secondary hydroxylic groups are synthesized from acetal-protected cyanohydrins.After resolution of the diastereomers the cyanohydrins are converted into α-alkoxy-ketones by Grignard-reaction followed by reduction using common chelating or non-chelating agents.Among others syntheses of enantiomerically pure pheromones, endo-Brevicomin, exo-Brevicomin and Dispalure are given as examples.

Conformation in 2,3-Difluorobutanes

A conformational analysis for meso- and d,l-2,3-difluorobutanes has been carried out, employing 1H and 19F NMR and theoretical calculations.The real configurations of the two isomers were assigned by specific optical rotation measurements of the products coming from an optically active precursor.Gauche conformations were predominant for meso (E) isomer, while the d,l (T) isomer showed all possible staggered rotamers almost equally populated.Finally remarks for NMR peak assignment of homo- and copolymers partially fluorinated by using gauche additive effects are given.

SYNTHESIS OF OPTICALLY PURE COMPOUNDS BY ENANTIOTOPICALLY DIFFERENTIATING MONOACETALIZATION OF PROCHIRAL DIKETONES. PART II. FRAGMENTATION OF β-KETO-ACETALS

Treatment of β-keto-acetals, derived from non-enolisable β-diketones, with sulfonic acids in boiling benzene results in a smooth retro-Claisen-type fragmentation.The acetal-C-atom is thereby transformed into a carboxylic ester via a dialkoxycarbenium ion, which is dealkylated by the sulfonate counter-ion.Application of this reaction to the diastereomeric monoacetals 3 and 4, derived from cis-9-methyl-decalin-1,8-dione (1), followed by transesterification with CH3OH, yields optically pure 4-(2'-methyl-3'-oxocyclohexyl)butyrate 9 ((+)-9 from 3, (-)-9 from 4) and the monosulfonate of meso-2,3-butanediol (-)-13 (Scheme 2).Unexpected, this cleavage proceeds as well with monoacetal 26, obtained by acetalization of trans-9-methyl-decalin-1,8-dione (27) with 2,2-dimethyl-1,3-propanediol (Scheme 7).Some attempts, aiming at an isomerization of the cis- and trans-decalin derivatives 3 and 24, or 25 and 26, via the postulated carboxonium intermediate, were not successful.